(2S,3S)-(+)-N-methoxy-N-methyl-2-(2-propenyl)-3-[(S)-(4-methylphenylsulfinamido)]pent-4-eneamide

Base Information

Chemical Name:(2S,3S)-(+)-N-methoxy-N-methyl-2-(2-propenyl)-3-[(S)-(4-methylphenylsulfinamido)]pent-4-eneamide
CAS No.:1287731-60-5
Molecular Formula:C₁₇H₂₄N₂O₃S
Molecular Weight:336.455
Hs Code.:

Synonyms:(2S,3S)-(+)-N-methoxy-N-methyl-2-(2-propenyl)-3-[(S)-(4-methylphenylsulfinamido)]pent-4-eneamide

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Chemical Property of (2S,3S)-(+)-N-methoxy-N-methyl-2-(2-propenyl)-3-[(S)-(4-methylphenylsulfinamido)]pent-4-eneamide

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Technology Process of (2S,3S)-(+)-N-methoxy-N-methyl-2-(2-propenyl)-3-[(S)-(4-methylphenylsulfinamido)]pent-4-eneamide

There total 2 articles about (2S,3S)-(+)-N-methoxy-N-methyl-2-(2-propenyl)-3-[(S)-(4-methylphenylsulfinamido)]pent-4-eneamide which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 81.0%

: 1287731-55-8
(2S,3R)-(+)-methyl 2-(2-propenyl)-3-[(S)-(4-methylphenylsulfinamido)]-3-pent-4-enonate

: 6638-79-5
N,O-dimethylhydroxylamine*hydrochloride

: 1287731-60-5
(2S,3S)-(+)-N-methoxy-N-methyl-2-(2-propenyl)-3-[(S)-(4-methylphenylsulfinamido)]pent-4-eneamide

Guidance literature:: N,O-dimethylhydroxylamine*hydrochloride; With n-butyllithium; In tetrahydrofuran; hexane; at -78 - 20 ℃; Inert atmosphere;

(2S,3R)-(+)-methyl 2-(2-propenyl)-3-[(S)-(4-methylphenylsulfinamido)]-3-pent-4-enonate; In tetrahydrofuran; hexane; at -78 ℃; Inert atmosphere;
DOI:10.1021/jo2002352

Reference yield:

: 667457-50-3
(S_S,R)-(+)-methyl 3-(p-toluenesulfinylamino)-pent-4-enoate

: 1287731-60-5
(2S,3S)-(+)-N-methoxy-N-methyl-2-(2-propenyl)-3-[(S)-(4-methylphenylsulfinamido)]pent-4-eneamide

Guidance literature:: Multi-step reaction with 2 steps

1.1: n-butyllithium; diisopropylamine; lithium chloride / tetrahydrofuran; hexane / 1 h / -78 °C / Inert atmosphere

1.2: -50 °C / Inert atmosphere

2.1: n-butyllithium / tetrahydrofuran; hexane / -78 - 20 °C / Inert atmosphere

2.2: -78 °C / Inert atmosphere

With n-butyllithium; diisopropylamine; lithium chloride; In tetrahydrofuran; hexane;
DOI:10.1021/jo2002352